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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 20:06:08 UTC
Update Date2019-07-23 06:17:54 UTC
HMDB IDHMDB0035155
Secondary Accession Numbers
  • HMDB35155
Metabolite Identification
Common Namebeta-Geraniol
Descriptionbeta-Geraniol is found in almond. beta-Geraniol is found in free state and as esters in many essential oils including geranium oil. Most prolific natural source is palmarosa oil. beta-Geraniol is a flavouring agent. Geraniol is a monoterpenoid and an alcohol. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type). It also occurs in small quantities in geranium, lemon, and many other essential oils. It has a rose-like odor and is commonly used in perfumes. It is used in flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. It is the isomer of nerol. (Wikipedia
Structure
Data?1563862674
Synonyms
ValueSource
(2E)-3,7-Dimethyl-2,6-octadien-1-olChEBI
(e)-3,7-Dimethyl-2,6-octadien-1-olChEBI
(e)-GeraniolChEBI
(e)-NerolChEBI
2-trans-3,7-Dimethyl-2,6-octadien-1-olChEBI
3,7-Dimethyl-trans-2,6-octadien-1-olChEBI
Geranyl alcoholChEBI
LemonolChEBI
t-GeraniolChEBI
trans-3,7-Dimethyl-2,6-octadien-1-olChEBI
trans-GeraniolChEBI
b-GeraniolGenerator
Β-geraniolGenerator
(2E)-3,7-Dimethylocta-2,6-dien-1-olHMDB
2-trans-3,7-Dimethyl-2,6-octadiene-1-olHMDB
2E-GeraniolHMDB
3,7-Dimethyl-(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-(e)-2,6-octadien-1-olHMDB
FEMA 2507HMDB
GeraniolHMDB
trans-2,6-Dimethyl-2,6-octadien-8-olHMDB
trans-3,7-Dimethy- octa-2,6-dien-1-olHMDB
Geraniol, (Z)-isomerMeSH
Geraniol, 1-(14)C-labeled, (e)-isomerMeSH
NerolMeSH
Geraniol, 2-(14)C-labeled, (e)-isomerMeSH
Geraniol, titanium (4+) saltMeSH
Geraniol, (e)-isomerMeSH
Chemical FormulaC10H18O
Average Molecular Weight154.253
Monoisotopic Molecular Weight154.1357652
IUPAC Name(2E)-3,7-dimethylocta-2,6-dien-1-ol
Traditional Namegeraniol
CAS Registry Number106-24-1
SMILES
CC(C)=CCC\C(C)=C\CO
InChI Identifier
InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
InChI KeyGLZPCOQZEFWAFX-JXMROGBWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Fatty alcohol
  • Fatty acyl
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< -15 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.1 mg/mL at 25 °CNot Available
LogP3.56Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.37 g/LALOGPS
logP2.89ALOGPS
logP2.5ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)16.33ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.18 m³·mol⁻¹ChemAxon
Polarizability19.67 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-002f-9800000000-16b748da465c428492a4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9000000000-25934c23f4bc9ba87142Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9000000000-a4d79e7813b94cf0d54bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9100000000-3a5359aae818f9966cbdSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9200000000-4a8a23071f388f446451Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9100000000-f24e92e3c3efdc35a606Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9100000000-d8e4f64753ef594f6d40Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9000000000-2bce8c0905dd12aa5dacSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-002f-9800000000-16b748da465c428492a4Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0006-4900000000-7e43c8601ed65028cae5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014u-9300000000-c85bc4c928fbf7d824e8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-030c-9520000000-69b7fbbb25764f7b612eSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 10V, negativesplash10-0a4i-1900000000-710389d2548f45d60502Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-001r-9500000000-d864036a8f8b4cdb20aeSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-001r-9400000000-e3661fd0b608943d6b6cSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-001i-9200000000-d748b4cd92b7c69ffee3Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-001i-9100000000-b6abc8d3af3aa99879b4Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-001i-9000000000-710e0ba546f9b86b8e40Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-001i-9000000000-4cc179896d0516270659Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-001i-9000000000-7f3a48636d9da2cda821Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-001i-9000000000-4b196d3d8e84ecd0e9f3Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-003r-9000000000-718f1d4e975f4b2446d1Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-003u-9000000000-2e43acc8a377504a4329Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-005c-9000000000-fe7ffaf2c7e121c33b7cSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-005c-9000000000-467c307d1f0822b86ea0Spectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-005c-9000000000-5939202301ea6107df2cSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 40V, positivesplash10-002f-9000000000-0e13687577d30f6265ccSpectrum
LC-MS/MSLC-MS/MS Spectrum - QTOF 45V, positivesplash10-0f96-9000000000-e478c8b2587c1134117dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-1900000000-5f3fc91bdf843e40a266Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-1900000000-ab16b7d86a06d659d4f3Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-000i-3900000000-4dd10bbea41237cba535Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-1900000000-3d437630e5bec67a7e07Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-8900000000-0e505c85cec6344cab5cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9100000000-c7400df359a9559bd594Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-113756054eed13d33ee4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-0900000000-dea43b41c5b791cef9d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9800000000-c028a2bd655026094251Spectrum
MSMass Spectrum (Electron Ionization)splash10-014l-9100000000-f59382e51acd0b540204Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013792
KNApSAcK IDC00000845
Chemspider ID13849989
KEGG Compound IDC01500
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGeraniol
METLIN IDNot Available
PubChem Compound637566
PDB IDNot Available
ChEBI ID17447
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.